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Compound Detail

CHEMBL4218672

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Fc1ccc(-c2noc3c2CCNCC3)cc1

Basic Information

ChEMBL ID CHEMBL4218672
Phase Preclinical
Structure Type MOL
InChI Key ZUCQKAOSMQWPJG-UHFFFAOYSA-N
6
Targets
12
Activities
3
Assay Types
0
PK Parameters
13
Publications
0
Known Names

Molecular Properties

232.3
MW (Da)
2.17
ALogP
3
HBA
1
HBD
38.1
PSA (Ų)
0.82
QED
0
Ro5 Violations
1
Rot. Bonds

Drug Information

Molecule Type Small molecule
Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C13H13FN2O
MW 232.26
Aromatic Rings 2
Heavy Atoms 17
NP-Likeness -1.11

Activity Summary

Ki 8 meas. best 7.28
EC50 2 meas. best 6.87
IC50 2 meas. best 5.61

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
5-hydroxytryptamine receptor 7
CHEMBL3155
Ki 7.28 7.28 52.5 3
5-hydroxytryptamine receptor 7
CHEMBL3155
EC50 6.87 6.87 134.9 2
5-hydroxytryptamine receptor 2A
CHEMBL224
Ki 6.33 6.33 471.0 1
5-hydroxytryptamine receptor 2B
CHEMBL1833
Ki 6.3 6.3 505.0 1
5-hydroxytryptamine receptor 3A
CHEMBL1899
Ki 6.15 6.15 703.0 1
5-hydroxytryptamine receptor 2C
CHEMBL225
Ki 6.11 6.11 785.0 1
5-hydroxytryptamine receptor 5A
CHEMBL3426
Ki 5.91 5.91 1231.0 1
5-hydroxytryptamine receptor 7
CHEMBL3155
IC50 5.61 5.61 2454.7 2

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
5-hydroxytryptamine receptor 7 Ki = 53.0 nM 7.28 Displacement of [3H]LSD from human 5-HT7 receptor expressed in HEK cell membrane... 30028132
5-hydroxytryptamine receptor 7 Ki = 52.48 nM 7.28 Displacement of [3H]LSD from human 5-HT7 receptor expressed in HEK cell membrane... 30028132
5-hydroxytryptamine receptor 7 Ki = 53.0 nM 7.28 Measurement of Binding Affinity for Serotonin 5-HT7 Receptor: Human gene recombi... -
5-hydroxytryptamine receptor 7 EC50 = 134.9 nM 6.87 Agonist activity at tTA containing TCS cleavage site-fused 5-HT7 receptor (unkno... 30028132
5-hydroxytryptamine receptor 7 EC50 = 135.0 nM 6.87 Agonist activity at tTA containing TCS cleavage site-fused 5-HT7 receptor (unkno... 30028132
5-hydroxytryptamine receptor 2A Ki = 471.0 nM 6.33 Displacement of [3H]LSD from human 5-HT2A receptor expressed in HEK cell membran... 30028132
5-hydroxytryptamine receptor 2B Ki = 505.0 nM 6.3 Displacement of [3H]LSD from human 5-HT2B receptor expressed in HEK cell membran... 30028132
5-hydroxytryptamine receptor 3A Ki = 703.0 nM 6.15 Displacement of [3H]LSD from human 5-HT3 receptor expressed in HEK cell membrane... 30028132
5-hydroxytryptamine receptor 2C Ki = 785.0 nM 6.11 Displacement of [3H]LSD from human 5-HT2C receptor expressed in HEK cell membran... 30028132
5-hydroxytryptamine receptor 5A Ki = 1231.0 nM 5.91 Displacement of [3H]LSD from human 5-HT5A receptor expressed in HEK cell membran... 30028132
5-hydroxytryptamine receptor 7 IC50 = 2454.71 nM 5.61 Antagonist activity at human 5-HT7 receptor expressed in HEK293 cells assessed a... 30028132
5-hydroxytryptamine receptor 7 IC50 = 2463.0 nM 5.61 Antagonist activity at human 5-HT7 receptor expressed in HEK293 cells assessed a... 30028132

Literature References

PubMed DOI Target Context # Activities
30028132 10.1021/acs.jmedchem.8b00642 5-hydroxytryptamine receptor 7 10
30028132 10.1021/acs.jmedchem.8b00642 Unchecked 5
30028132 10.1021/acs.jmedchem.8b00642 5-hydroxytryptamine receptor 1A 1
30028132 10.1021/acs.jmedchem.8b00642 5-hydroxytryptamine receptor 1B 1
30028132 10.1021/acs.jmedchem.8b00642 5-hydroxytryptamine receptor 1D 1
30028132 10.1021/acs.jmedchem.8b00642 5-hydroxytryptamine receptor 1E 1
30028132 10.1021/acs.jmedchem.8b00642 5-hydroxytryptamine receptor 2A 1
30028132 10.1021/acs.jmedchem.8b00642 5-hydroxytryptamine receptor 2B 1
30028132 10.1021/acs.jmedchem.8b00642 5-hydroxytryptamine receptor 2C 1
30028132 10.1021/acs.jmedchem.8b00642 5-hydroxytryptamine receptor 3A 1
30028132 10.1021/acs.jmedchem.8b00642 5-hydroxytryptamine receptor 4 1
30028132 10.1021/acs.jmedchem.8b00642 5-hydroxytryptamine receptor 5A 1
30028132 10.1021/acs.jmedchem.8b00642 5-hydroxytryptamine receptor 6 1

Data from ChEMBL 36 via Core Engine